Citation: Long Yin, Yuxin Shi, Rong Meng, Jiapei Shan, Weiwei Sun, Weijun Yao, Xiaowei Dou, Dong Guo. Development and enantioselective synthesis of spirobiindoles via Rh-catalyzed asymmetric arylation-spirocyclization sequence[J]. Chinese Chemical Letters, ;2026, 37(3): 111258. doi: 10.1016/j.cclet.2025.111258 shu

Development and enantioselective synthesis of spirobiindoles via Rh-catalyzed asymmetric arylation-spirocyclization sequence

Long Yin ^{a, 1} ,
Yuxin Shi ^{a, 1} ,
Rong Meng ^b ,
Jiapei Shan ^a ,
Weiwei Sun ^a ,
Weijun Yao ^c ,
Xiaowei Dou ^{b, *,} ,
Dong Guo ^{a, *,}

a.
Jiangsu Key Laboratory of New Drug Research and Clinical Pharmacy, School of Pharmacy, Xuzhou Medical University, Xuzhou 221004, China
b.
Department of Chemistry, School of Science, China Pharmaceutical University, Nanjing 211198, China
c.
School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou 310018, China

dxw@cpu.edu.cn

guo@xzhmu.edu.cn

Received Date: 7 February 2025
Revised Date: 15 April 2025
Accepted Date: 24 April 2025
Available Online: 26 April 2025

Figures(4)

A new type of C2-symmetric chiral spirobiindole structure is developed, and excellent diastereoselectivities and enantioselectivities (>20:1 dr & >99% ee for all examples) were obtained via an asymmetric rhodium catalysis-intramolecular spirocyclization sequence. Selective synthesis of both spirobiindole enantiomers could be achieved using the same catalyst by simply switching the substrate combination.
- Spirobiindole,
- Rhodium catalysis,
- Intramolecular spirocyclization
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